Please use this identifier to cite or link to this item: https://scholarbank.nus.edu.sg/handle/10635/95125
DC FieldValue
dc.titleSynthesis of lucidones
dc.contributor.authorLee, H.-H.
dc.contributor.authorQue, Y.-T.
dc.contributor.authorNg, S.
dc.date.accessioned2014-10-16T08:44:08Z
dc.date.available2014-10-16T08:44:08Z
dc.date.issued1985
dc.identifier.citationLee, H.-H.,Que, Y.-T.,Ng, S. (1985). Synthesis of lucidones. Journal of the Chemical Society, Perkin Transactions 1 : 453-455. ScholarBank@NUS Repository.
dc.identifier.issn14727781
dc.identifier.urihttp://scholarbank.nus.edu.sg/handle/10635/95125
dc.description.abstractReaction of 2-cinnamoyl-3-hydroxy-5-methoxy-1,4-benzoquinone (10) with acetic anhydride-dimethyl sulphoxide yielded (E)-4-(cinnamoylmethylene)-2- methoxybut-2-en-4-olide (4). Assignment of configuration of the exocyclic double bond in (4) is based on comparison of 1H n.m.r. shift data and 3J(C-3,5-H) value with those of 4-ylidenebutenolides (11)-(13). In the presence of sodium methoxide, (4) undergoes ready rearrangement affording lucidone (1a) and hence methyl-lucidone (1b).
dc.sourceScopus
dc.typeArticle
dc.contributor.departmentCHEMISTRY
dc.description.sourcetitleJournal of the Chemical Society, Perkin Transactions 1
dc.description.page453-455
dc.identifier.isiutNOT_IN_WOS
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